Triethylamine → HCID 69076337, 화합물

HRID 1916721

반응식

HRID 1916721 반응식
C(N(CC)CC)C.C1(C2C=CC=CC=2)C=CC=CC=1P(C(C)(C)C)C(C)(C)C.Br[C:30]1[CH:31]=[CH:32][C:33]([C:36]#[C:37][CH2:38][OH:39])=[N:34][CH:35]=1.[Cl:40][C:41]1[CH:46]=[CH:45][C:44](OB(O)O)=[CH:43][CH:42]=1>CN(C=O)C.O.CC([O-])=O.CC([O-])=O.[Pd+2]>[Cl:40][C:41]1[CH:46]=[CH:45][C:44]([C:30]2[CH:31]=[CH:32][C:33]([C:36]#[C:37][CH2:38][OH:39])=[N:34][CH:35]=2)=[CH:43][CH:42]=1

참가 물질

8

반응물 4

HCID 8471TriethylamineHCID 27342152-(Di-tert-butylphosphino)biphenylHCID 139797303-(5-Bromopyridin-2-yl)prop-2-yn-1-olHCID 17810664p-Chlorophenylboric acid2회

생성물 1

HCID 69076337HCID 69076337, 화합물

시약·촉매·용매 3

HCID 167845palladium(II) acetate촉매HCID 962Water용매HCID 6228Dimethylformamide용매

반응 조건

온도
60 °C

실험 절차

Under an N2 atmosphere 1 mL (7.22 mmol) triethylamine, 23 mg (0.1 mmol) Pd(OAc)2 and 57.5 mg (0.19 mmol) biphenyl-2-yl-di-tert-butyl-phosphane are added to a solution of 500 mg (2.36 mmol) 3-(5-bromo-pyridin-2-yl)-prop-2-yn-1-ol and 600 mg (3.72 mmol) 4-chlorophenyl-boric acid in 10 mL DMF and 2.5 mL water and the reaction mixture is stirred for 8 h at 60° C. Then 400 mg (2.48 mmol) 4-chlorophenyl-boric acid are added and the mixture is stirred for a further 19 h at 60° C. The mixture is evaporated down i. vac., the residue is combined with 10 mL water and 10 mL EtOAc, the aqueous phase is saturated with NaCl, the organic phase is separated off and dried over Na2SO4. After the desiccant and solvent have been eliminated the residue is purified by chromatography (silica gel, cyc/EtOAc3 2:1).

후처리

  1. stirringthe mixture is stirred for a further 19 h at 60° C
  2. customThe mixture is evaporated down i
  3. customthe organic phase is separated off
  4. dry with materialdried over Na2SO4
  5. customis purified by chromatography (silica gel, cyc/EtOAc3 2:1)

출처 및 근거

ORD 기록
ord-e96886e555c64fa6a9d8e7dd566e04f0
출처 데이터셋
uspto-grants-2013_12
특허 번호
US08618132B2

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